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Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

✨Vintage Lustron Home✨

Enjoy a stay in this vintage Lustron Home. It is a unique home. It has two bedrooms, and a sofa sleeper in the living room. The master bedroom has a queen size bed. The second bedroom has two twin beds. This home offers a washer and dryer for your convenience. It has a large fenced yard to enjoy during your stay. Off street parking and Wi-Fi included. This home is in a very peaceful neighborhood. Located close to Winona State University and St. Mary's University. There are State Parks close also

Luxury Cabin Retreat | Hot Tub + Bluff Views

Escape to a secluded modern cabin in Winona County. This 2BR, 2BA luxury tiny home offers bluff and farmland views, an 800-sq-ft wraparound deck, 5-6 person hot tub, smokeless fire pit, and pergola seating under the stars. Inside: quartz counters, high-end appliances, fiber WiFi, and big windows for stargazing. Dog-friendly, available, and only 20–25 min from Winona & La Crosse. Perfect for a romantic getaway, family retreat, glamping, or remote work. Your private Minnesota cabin rental awaits.

The Lodge Modern Cabin w/ Hot Tub Hiking Camping

Welcome to the Lodge, our modern cabin in Minnesota’s picturesque Driftless Region. A place to slow down, connect and immerse yourself in nature. Open layout features king sized Murphy bed in main area with additional beds in the lofted space (stair-ladder). Tent/RV sites avail (inquire for rates). 47 acres with hiking trails along limestone bluffs, spring fed trout stream and hot tub soaks under starry skies. Nearby towns Spring Grove and Houston (17 mi) for food, brewery, bike trail and more.

Esther’s River Cottage

Nestled in the bluffs overlooking the Mississippi River enjoy Esther’s cottage. Relax, regroup, reset …. watch the Eagles, take in the Bluffs, enjoy boats, and barges make their way up and down the river or catch the Mississippi Queen in all her glory. 2 private bedrooms with queen beds, and a queen size pull out in the living room . 2 full bathrooms - one on each level. Fully equipped kitchen with everything you need to enjoy your stay. The 49 steps to the top are well worth the climb!

Treetops Suite, 1 Bedroom @ 7th Street Retreat

Treetops for 2 is located in the heart of Winona a 7-minute walk from train station. The apartment has a secure, self check-in entrance located at the back of the house, has 1 BR (double bed), bathroom (shower), kitchenette and living area. It has a remote controlled heating/cooling system, cable and internet-enabled TV/DVD, and Wi-Fi. Guests share the driveway, back entrance, laundry room, and back patio. The steps up to the apartment are steep. The space is 3 blocks from a charging station.

~ Third Street Suites ~ #1

This beautiful 2nd story suite (accessed by stairs only) is conveniently located in the heart of downtown Winona MN on Third Street! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee shops, restaurants, cocktail lounges, bars, brewery, Winona State University, Mississippi River, Lake Winona, hiking Shakespeare Festival, Minnesota Marine Art Museum, & much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Farm Stay: Show Me the Whey

Cozy, clean, quiet, and comfortable. Located on a fifth-generation, family-owned and operated Wisconsin Dairy Farm. Newly remodeled and nestled in the beautiful driftless region, offering countless recreational opportunities year-round. Just 15 minutes from La Crosse, guests can relax with a warm cup of coffee on the sofa while watching cows wander outside in the pasture. During warmer months, the yard is a perfect place to sit by the fire and listen to the owls call across the valley.

Beautiful Views of the Mississippi river

Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

Lady Liberty

Welcome to Lady Liberty, our cozy retreat in downtown Winona, MN! Our recently restored home blends historic charm with modern comforts, perfect for a family or group of up to four. With one bedroom, one bathroom, and a spacious living area, it’s designed for relaxation and connection. Just blocks from local cafes, shops, and the scenic Mississippi River, you’ll find endless opportunities to explore. Book now for a memorable stay—we can’t wait to host you! – Jaime and Allison

The Guest Nest

Escape to the Guest Nest! Immersed in nature, the beautiful landscape of the Driftless region valleys are one of the world’s most beautiful locations to explore. Walk the roughly 2 acre yard of grass and wildflowers. Enjoy a cup of coffee by the creek. Play a yard game. Or just sit on the deck and enjoy all the sights and sounds and solitude. Watch for deer, turkey, an occasional black bear, and an abundance of song birds, humming birds, and other small critters.

Winona, MN- Cozy 3 bdrm bungalow with river view

Our home/cabin is up along the bluffs allowing eagle eye views of the Mississippi River. A perfect quiet place to take everything in. There are three bedrooms intended for large families or group get-aways. Everything is at your fingertips from beaches, to hikes in the bluffs. It is 3 miles south of Winona. While you can see the river, there is easy access to public landing if you choose to bring a boat to partake in the various islands and water sports.